Crystallographic evidence of an unusual, pentagon-shaped folding pattern in a circular aromatic pentamer.
Introduction of a continuous hydrogen-bonding network suppressed the conformational flexibility of an oligomeric backbone. Cyclization of a rigidified, suitably sized oligomer led to a circular aromatic pentamer. Its crystal structure determined by X-ray crystallography reveals a pseudo five-fold symmetric planarity in the solid state, which is quite unusual among all the previously described shape-persistent macrocycles and synthetic foldamers with biased conformations enforced by noncovalent forces.
Qin
Bo
B
Department of Chemistry and NUS MedChem Program of the Office of Life Sciences, National University of Singapore, Singapore.
Chen
Xiuying
X
Fang
Xiao
X
Shu
Yingying
Y
Yip
Yeow Kwan
YK
Yan
Yan
Y
Pan
Siyan
S
Ong
Wei Qiang
WQ
Ren
Changliang
C
Su
Haibin
H
Zeng
Huaqiang
H
D018360:Crystallography, X-Ray; D003500:Cyclization; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D009930:Organic Chemicals / Q000737:chemistry*
D009930:Organic Chemicals